Find Romantic Hotels in Gloucester, MA from $109

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Our top choices for Gloucester romantic hotels

Beauport Hotel Gloucester

3.5 star property
Gloucester
9.6 out of 10, Exceptional, (905)
"We loved our stay So comfy, clean and beautiful views! "
United States
Steven
$203 nightly
The price is $227
Dec 11 - Dec 12
Total with taxes and fees
Beauport Hotel Gloucester

The Hotel at Cape Ann Marina

3.5 star property
Gloucester
8.4 out of 10, Very Good, (776)
"Lovely hotel "
United States
Ryan
$215 nightly
The price is $240
Dec 11 - Dec 12
Total with taxes and fees
The Hotel at Cape Ann Marina

DoubleTree by Hilton Boston North Shore

4.0 star property
Danvers
8.0 out of 10, Very Good, (2286)
"Great stay!"
United States
Stephanie
$98 nightly
The price is $109
Jan 2 - Jan 3, 2026
Total with taxes and fees
DoubleTree by Hilton Boston North Shore

Comfort Inn & Suites Logan International Airport

2.5 star property
Revere
9.0 out of 10, Wonderful, (2205)
"The room was clean and the staff was very friendly "
United States
Troyce
$99 nightly
The price is $109
Dec 23 - Dec 24
Total with taxes and fees
Comfort Inn & Suites Logan International Airport

The Wylie Inn and Conference Center at Endicott College

3.5 star property
Beverly
9.2 out of 10, Wonderful, (1139)
"Clean room, great staff and service, very easy check in, I always stay here when visiting my son and daughter in law"
United States
Brian
$135 nightly
The price is $151
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Wylie Inn and Conference Center at Endicott College

Rockport Inn And Suites

2.5 star property
Rockport
8.6 out of 10, Excellent, (1549)
"Just a nice place to stay. Free breakfast too!"
United States
Carrie
$132 nightly
The price is $148
Dec 10 - Dec 11
Total with taxes and fees
Rockport Inn And Suites

Briar Barn Inn

3.5 star property
Rowley
9.6 out of 10, Exceptional, (745)
"That is the best bed breakfast I have ever stayed at in Boston."
United States
Osvadi
$179 nightly
The price is $201
Jan 1 - Jan 2, 2026
Total with taxes and fees
Briar Barn Inn

Hawthorne Hotel

3.5 star property
Downtown Salem
9.4 out of 10, Exceptional, (1514)
"Great customer service, very clean rooms and amazing food! Will definitely be staying here again! "
United States
Samantha
$149 nightly
The price is $166
Jan 1 - Jan 2, 2026
Total with taxes and fees
Hawthorne Hotel

Ashworth by the Sea

3.0 star property
Hampton Beach
8.2 out of 10, Very Good, (1321)
"Clean room, beach view was great, staff was very nice."
United States
Gregory
$146 nightly
The price is $158
Jan 1 - Jan 2, 2026
Total with taxes and fees
Ashworth by the Sea

The Yankee Clipper Inn

3.5 star property
Rockport
9.0 out of 10, Wonderful, (375)
"Beautiful property with amazing view. Very convenient location, breakfast was amazing! "
United States
Julie
$189 nightly
The price is $211
Dec 14 - Dec 15
Total with taxes and fees
The Yankee Clipper Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Gloucester

Gloucester attractions for couples

In Gloucester, Massachusetts, travelers can immerse themselves in a blend of rich maritime heritage and breathtaking coastal scenery. Start with a visit to the Cape Ann Museum, where you'll find fascinating exhibits on local art and history, including pieces that capture the essence of this picturesque fishing town. For a dose of adventure, embark on a whale-watching tour from the harbor, where you can witness the majestic humpback whales breaching the surface—an unforgettable experience for the whole family. The charming Rockport, just a short drive away, offers stunning views from Halibut Point State Park, perfect for hiking and picnicking while soaking in the ocean vistas. Don’t miss the famous Good Harbor Beach, where you can enjoy a day of sun, sand, and surf, followed by a delicious seafood dinner at one of the local eateries. For accommodations, consider staying in the historic downtown area, where boutique hotels offer a unique blend of comfort and local charm, making it easy to explore the vibrant shops and waterfront attractions. With attentive service and modern amenities, you’ll feel right at home while enjoying the coastal allure of Gloucester.

Find the best romantic hotels in Gloucester

For couples seeking a romantic getaway in Gloucester, Massachusetts, these hotels offer enchanting experiences perfect for lovebirds. Each hotel features unique amenities that create an intimate atmosphere for unforgettable memories.

Harborview Inn

  • Why it's great for a couples retreat: With a remarkable guest review rating of 9.6, Harborview Inn is an excellent choice for couples wanting to enjoy a romantic getaway. The Victorian hotel design and ocean views create a charming and intimate atmosphere, making it a delightful setting for couples. Even without specialized romantic amenities, the enchanting environment speaks for itself.
  • Other amenities: The inn offers a terrace for relaxing evenings, free breakfast options, and easy access to nearby beaches and a marina. Guests can enjoy kayaking, sailing, and boat tours, adding adventure to their romantic stay. Additional features include premium bedding, air conditioning, and a beautiful garden, ensuring a comfortable and memorable experience.
  • Nearby attractions: Stage Fort Park - 0.11 miles, Fishermen's Memorial Monument - 0.2 miles, Half Moon Beach - 0.67 miles

Beauport Hotel Gloucester

  • Why it's great for a couples retreat: The Beauport Hotel Gloucester is a stunning choice for couples looking to indulge in a romantic retreat, an impressive guest review rating of 9.6. With exclusive couples treatment rooms, guests can unwind and enjoy bespoke spa experiences designed for two. The hotel also features a beautiful terrace and a beachfront location, perfect for sunset strolls along the sand.
  • Other amenities: This hotel offers a range of attractive features including a refreshing pool, beach shuttle service, and beach towels for a day of fun in the sun. Guests can also enjoy a variety of onsite shopping, as well as easy access to nearby kayaking and boat tours. The hotel’s luxurious rooms come with premium bedding, bathrobes, and ocean views, enhancing the romantic atmosphere throughout your stay.
  • Nearby attractions: Capt Bill & Sons Whale Watch - 0.52 miles, Maritime Gloucester - 0.54 miles, Pavilion Beach - 0.29 miles

Sea Lion Motel and Cottages

  • Why it's great for a couples retreat: Sea Lion Motel and Cottages is a charming option for couples seeking a cozy retreat, holding a guest review rating of 9.2. While it lacks specific romantic amenities, the inviting atmosphere and beautiful outdoor terrace create a relaxed setting for couples. The nearby beach further enhances the romantic experience, perfect for sunset views and relaxing walks.
  • Other amenities: Guests can enjoy a refreshing outdoor pool, complimentary breakfast, and spacious gardens. The motel also offers self-parking and daily housekeeping to ensure a comfortable stay. Proximity to the beach adds to the allure, providing opportunities for sunbathing and swimming together.
  • Nearby attractions: Good Harbor Beach - 0.74 miles, Capt Bill & Sons Whale Watch - 1.4 miles, Maritime Gloucester - 1.46 miles

The Hotel at Cape Ann Marina

  • Why it's great for a couples retreat: Perfectly suited for a romantic escape, The Hotel at Cape Ann Marina offers a cozy ambiance with a solid guest review rating of 8.4. Enjoy intimate evenings with couples dining experiences and champagne service, making it an ideal setting for special celebrations. The stunning river and ocean views further complement the romantic vibe of this lovely hotel.
  • Other amenities: Additional features include a hot tub for relaxation, self-parking for convenience, and daily housekeeping to keep your stay comfortable. Guests can indulge in scenic boat tours nearby, or explore the charming attractions of Cape Ann. The hotel also includes a marina view, air conditioning, and is close to beautiful beaches, ensuring a delightful stay.
  • Nearby attractions: Stage Fort Park - 0.6 miles, Fishermen's Memorial Monument - 0.72 miles, Half Moon Beach - 0.79 miles

Castle Manor Inn

  • Why it's great for a couples retreat: With a cozy charm and a guest review rating of 8.2, Castle Manor Inn provides a quaint setting for couples looking to escape. While it doesn’t have dedicated romantic amenities, its scenic river view and peaceful terrace make it an inviting place for intimate moments. This affordable option offers a warm atmosphere that's perfect for reconnecting.
  • Other amenities: The inn features air conditioning, free toiletries, and a garden for leisurely strolls. Guests can enjoy nearby ocean access and self-parking options, ensuring a straightforward experience. The deck or patio provides a lovely outdoor area to unwind and appreciate the tranquil surroundings.
  • Nearby attractions: Stage Fort Park - 0.89 miles, Fishermen's Memorial Monument - 0.98 miles, Half Moon Beach - 1.05 miles

Top Gloucester Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Gloucester?
Are you looking for a romantic getaway? Our guests also love Gloucester for its beautiful ocean views and whale watching. If you'd like to explore some of the area's notable sights, you might make a stop by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Maritime Gloucester. If you're interested in staying near a particular destination, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Gloucester?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Gloucester: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 34°F. The snowiest months in Gloucester are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
What is there to do in Gloucester?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all that Gloucester has to offer. Couples looking for a little of everything will enjoy Gloucester for its historic landmarks, whale watching, and seaside. You might think about stopping by Capt Bill & Sons Whale Watch, Cape Ann Museum, or Maritime Gloucester while you're seeing the sights.
What's the best way to get to Gloucester and around town during my romantic getaway?
This information about transportation options in Gloucester might help your romantic trip get off to a smooth start: To get to Gloucester, book a flight to Beverly, MA (BVY-Beverly Municipal), which is the closest major airport, located 12.8 mi (20.6 km) from the city center. To explore the surrounding area, ride one of the trains from Gloucester Station or West Gloucester Station.

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